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PreprintCC BY-NC-ND 4.0HAL

Skeletal editing as synthetic tool to prepare benzo[e][1,2,4]triazines from 2aminobenzimidazoles via nitrogen atom insertion

Abstract

Herein, we report a one-pot, two-step reaction that converts readily available 2-aminobenzimidazoles into scarcely accessible benzo[e][1,2,4]triazines via nitrogen atom insertion. This sequential transformation includes an electrophilic amination step with bench-stable MSH.HOTf, followed by an oxidation with commercial hypervalent iodine reactant. The developed reaction encompasses a wide array of functional handles that could be exploited for post-modification, thus highlighting the synthetic utility of the present work.

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BibTeX
@misc{leblais2026skeletal,
  title = {{Skeletal editing as synthetic tool to prepare benzo[e][1,2,4]triazines from 2aminobenzimidazoles via nitrogen atom insertion}},
  author = {Alexis Leblais and Xavier Moreau and Clément Ghiazza},
  howpublished = {HAL},
  year = {2026},
  month = jun,
  url = {https://hal.science/hal-05760641v1},
  note = {CC BY-NC-ND 4.0},
}
RIS
TY  - UNPB
TI  - Skeletal editing as synthetic tool to prepare benzo[e][1,2,4]triazines from 2aminobenzimidazoles via nitrogen atom insertion
AU  - Alexis Leblais
AU  - Xavier Moreau
AU  - Clément Ghiazza
PY  - 2026
DA  - 2026/06/30
PB  - HAL
UR  - https://hal.science/hal-05760641v1
AB  - Herein, we report a one-pot, two-step reaction that converts readily available 2-aminobenzimidazoles into scarcely accessible benzo[e][1,2,4]triazines via nitrogen atom insertion. This sequential transformation includes an electrophilic amination step with bench-stable MSH.HOTf, followed by an oxidation with commercial hypervalent iodine reactant. The developed reaction encompasses a wide array of functional handles that could be exploited for post-modification, thus highlighting the synthetic utility of the present work.
ER  -